5744 Winchester Street, San Diego, California 92139, San Diego, 92139 - 4 bed, 2 bath
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San Diego, California 92139
This property presents a High-Potential Investment Opportunity with a List Price of $799,000—positioned well below the $830,892 Fair Market Value by 3%. This valuation gap offers $31,892 in Instant Equity. Featuring a Turnkey Main Residence and a permitted 1-bedroom ADU, the property includes four separate utility meters and approved duplex renderings, ensuring significant long-term upside. With a Condition Rating of 2, this asset is ideal for Buy-and-Hold Investors or first-time buyers seeking immediate rental income.
Comparables within 1 miles sold in recently
| Address | Sold Price | Beds | Baths | Sq Ft | $/Sqft | Distance |
|---|---|---|---|---|---|---|
★ 5744 Winchester Street Subject | $910,000* List Price | 4 | 2 | 1,567 | $566 | - |
A 5909 Albemarle St Sold | $680,000 | 3 | 2 | 1,346 | $505 | 0.3 mi |
B 5819 Roanoke St Sold | $800,000 | 4 | 3 | 1,628 | $491 | 0.1 mi |
C 2545 Calle Aguadulce Sold | $775,000 | 2 | 1 | 1,416 | $547 | 0.6 mi |
D 5935 Schuyler St Sold | $830,000 | 4 | 2 | 1,281 | $648 | 0.4 mi |
E 2726 Landscape Dr Sold | $905,000 | 4 | 3 | 1,664 | $544 | 0.7 mi |
* Subject property listed price vs sold prices of comps.
Property is new construction or fully renovated.
Although originally built in 1947, the property has undergone a full modern renovation making it turnkey. Interior images show new flooring, recessed lighting, and mini-split HVAC systems. The description confirms upgraded electrical/gas systems with four new meters, meeting the criteria for a high-quality renovation under 5 years old.
The property has a large lot size, which is more than 4 times of its living area. lot size in square feet = 8712, living area = 1567.
The property features a fully permitted 1-bedroom, 1-bath ADU alongside a renovated main home, providing immediate rental income or multigenerational living options to offset mortgage costs.
With four separate gas and electric meters already installed and renderings for two future duplex units, the property offers significant long-term investment upside and a clear path for expansion.
Living area discrepancy between mls listing and other public or private record. mls listing living area = 1567, other record living area = 1067. Bedroom count discrepancy between mls listing and other public or private record. mls listing bedroom count = 4, other record bedroom count = 3.
The main residence contains three bedrooms but only one bathroom, which may be a functional limitation for larger families or high-occupancy rental scenarios.
Originally built in 1947, the property may possess aging core systems or structural elements typical of mid-century homes that require ongoing maintenance despite recent cosmetic renovations.
Welcome to a unique opportunity offering modern living, built-in income potential, and future upside. The main home is a fully renovated 3-bedroom, 1-bath residence thoughtfully upgraded throughout, creating a clean, turnkey space ready for immediate use. The property also includes a fully permitted 1-bedroom, 1-bath ADU, offering flexible use for rental income, multigenerational living, or additional private space. Whether you’re a first-time buyer looking to offset your mortgage or an investor seeking steady cash flow, the setup offers real flexibility and versatility. Adding even more value, the property includes renderings for two future duplex units (each 4 beds, 1.5 baths) at the rear—creating a clear path for expansion and long-term upside. Four separate gas and electric meters are already installed and permitted, helping support future expansion and long-term investment potential. A solid option for buyers looking to enter the market with income in place, or for investors ready to scale with a property that’s already positioned for future growth.
No exterior & parking available.
No sensitive facilities data found.
| Feature | Subject | Average Home | Neighborhood Ranking (50 Listings) |
|---|---|---|---|
| Beds | 4.0 | 3.0 | 56% |
| Baths | 2.0 | 2.0 | 50% |
| Square foot | 1,567 | 1,448 | 63% |
| Lot Size | 8,712 | 5,927.5 | 92% |
| Price | $910.0K | $775.0K | 88% |
| Price per sq ft | $581 | $526 | 71% |
| Built year | 1947 | 1968 | 8% |
| HOA | $0 | $0 | 50% |
| Days on market | 28 | 103 | 6% |
Jun 10, 2026
$910,000
$799,000
+14% Price Increase
Initial Listing
May 19, 2026
$799,000
Initial Listing
Jun 24, 2024
$750,000
Public Record
Jul 7, 2021
$400,000
Public Record